Synthesis of 1,4-phenanthrenequinones via stannic chloride-induced cyclizations

Journal of Organic Chemistry

Volumn 64, Issue 5, 1999, Pages 1720-1722

  Kraus, George A ^a   Melekhov, Alex ^a  

^a IOWA STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1,4 PHENANTHRENEQUINONE; 5,6,7 TRIMETHOXY 1,4 PHENANTHRENEQUINONE; 6 METHOXY 1,4 PHENANTHRENEQUINONE; 6,7 DIMETHOXY 1,4 PHENANTHRENEQUINONE; PHENANTHRENE DERIVATIVE; PHENYLACETIC ACID DERIVATIVE; QUINONE DERIVATIVE; STANNIC CHLORIDE; UNCLASSIFIED DRUG;

ALCOHOL OXIDATION; CATALYSIS; CYCLIZATION; DEHYDRATION; DRUG SYNTHESIS; INTERMETHOD COMPARISON; NOTE; REACTION ANALYSIS; TECHNIQUE;

EID: 0033525673     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo981352f     Document Type: Note

References (19)

1. Nuckolls, C.; Katz, T. J.; Castellanos, L. J. Am. Chem. Soc. 1996, 118, 3767-3768.
2. Schmalle, H. W.; Jarchow, O. H.; Hausen, B. M.; Werdin, R.; Schulz, K. H.; Krohn, K.; Loock, U. Acta Crystallogr. Sect. A 1984, 40, C63-C64.
3. Kraus, G. A.; Melekhov, A.; Carpenter, S.; Wannemuhler, Y. Unpublished results.
4. Mallory, F. B.; Mallory, C., W. In Organic Reactions, Daulen, W. G., Ed.; Wiley: New York, 1984; Vol. 30.
5. Rosen, B. I.; Weber, W. P. J. Org. Chem. 1977, 42, 3463-3465.
6. Manning, W. B.; Tomaszewski, J. E.; Muschik, G. M.; Sato, R. I. J. Org. Chem. 1977, 42, 3465-3467. Manning, W. B.; Kelly, T. P.; Muschik, G. M. J. Org. Chem. 1980, 45, 2535-2536.
7. Manning, W. B.; Tomaszewski, J. E.; Muschik, G. M.; Sato, R. I. J. Org. Chem. 1977, 42, 3465-3467. Manning, W. B.; Kelly, T. P.; Muschik, G. M. J. Org. Chem. 1980, 45, 2535-2536.
8. Kelly, T. R.; Magee, J. A.; Weibel, F. R. J. Am. Chem. Soc. 1980, 102, 798-799.
9. Carreno, M. C.; Mahugo, J.; Urbano, A. Tetrahedron Lett. 1997, 38, 3047-3050.
10. Kita, Y.; Yasuda, H.; Tanmura, O.; Tamura, Y. Tetrahedron Lett. 1984, 25, 1813-1816.
11. Dess, D. B.; Martin, J. C. J. Am. Chem. Soc, 1991, 113, 7277. Dess, D. B.; Martin, J. C. J. Org. Chem. 1983, 48, 4155. Ireland, R. E.; Liu, L. J. Org. Chem. 1993, 58, 2899.
12. Dess, D. B.; Martin, J. C. J. Am. Chem. Soc, 1991, 113, 7277. Dess, D. B.; Martin, J. C. J. Org. Chem. 1983, 48, 4155. Ireland, R. E.; Liu, L. J. Org. Chem. 1993, 58, 2899.
13. Dess, D. B.; Martin, J. C. J. Am. Chem. Soc, 1991, 113, 7277. Dess, D. B.; Martin, J. C. J. Org. Chem. 1983, 48, 4155. Ireland, R. E.; Liu, L. J. Org. Chem. 1993, 58, 2899.
14. Kraus, G. A.; Pezzanite, J. J. Org. Chem. 1979, 44, 2480.
15. Hong, C. Y.; Kado, N.; Overman, L. E. J. Am. Chem. Soc. 1993, 115, 11028-11029. Mosset, P., Grée, R. Synth. Commun. 1985, 15, 749-757.
16. Hong, C. Y.; Kado, N.; Overman, L. E. J. Am. Chem. Soc. 1993, 115, 11028-11029. Mosset, P., Grée, R. Synth. Commun. 1985, 15, 749-757.
17. Haridas, K.; Dev, S. Indian J. Chem. Sect. B 1987, 26, 1018-1020.
18. Chikashita, H.; Morita, Y.; Itoh, K. Synth. Commun. 1987, 17, 677-684.
19. Bolton, R. E.; Moody, C. J.; Rees, C. W.; Togo, G. J. Chem. Soc., Perkin. Trans, 1 1987, 931-932.